Radical Fluorosulfonyl Arylation of Alkenes: Accessing FSO<sub>2</sub>-Functionalized Chromanes via Formal Endo and Exo Cyclization
Honghai Zhang, Na Yang, Jing Li, Peng Wang, Shaojie Li, Lili Xie, Saihu Liao
Abstract
The introduction of sulfonyl fluoride groups into bioactive molecules can often bring about enhanced biological activity, which has attracted more research interest in chemical biology and drug development in recent years. Here, we report the development of a radical fluorosulfonylation of alkenes/intramolecular arylation cascade for the construction of chromanes with sulfonyl fluoride groups attached. The radical 1,2-fluorosulfonyl arylation reactions proceed well in both endo and exo cyclization fashions, allowing for further variation of the distance between the chromane core and the sulfonyl fluoride group.
Topics & Concepts
ChemistrySulfonylIntramolecular forceFluorideRadical cyclizationCombinatorial chemistryMoleculeOrganic chemistryMedicinal chemistryInorganic chemistryAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsFluorine in Organic Chemistry